A mountainous landscape with a lake surrounded by dense forests and rocky outcrops.

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Central Oregon cottages

1. All-season Adventure in La Pine! Cozy Home w/ Yard

All-season Adventure in La Pine! Cozy Home w/ Yard
3.0 star property
La Pine
The price is AU$424
includes taxes & fees
31 Aug - 1 Sept
All-season Adventure in La Pine! Cozy Home w/ Yard
A cabin surrounded by tall pine trees in a snowy forest.

2. Ultimate Getaway ~ Hot tub ~ Sauna ~ Fire pit ~ Sun room ~ Mins from hwy & town

Ultimate Getaway ~ Hot tub ~ Sauna ~ Fire pit ~ Sun room ~ Mins from hwy & town
La Pine
9.8 out of 10, Exceptional, (10 reviews)
"The back yard was the best for entertainment. My family enjoyed our stay."
United States
Danielle B.
The price is AU$467
includes taxes & fees
28 Sept - 29 Sept
Ultimate Getaway ~ Hot tub ~ Sauna ~ Fire pit ~ Sun room ~ Mins from hwy & town
A single-story house with a dark blue exterior, a front door, two windows, and a small porch.

3. Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park

Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
River West
9.8 out of 10, Exceptional, (150 reviews)
"A very well appointed property, in a great location, convenient for everything in downtown Bend and beyond."
United States
Noreen S.
The price is AU$305
includes taxes & fees
31 Aug - 1 Sept
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
A residential house with a front porch, a small garden with dry plants, and a clear sky.

4. Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere

Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere
Old Bend
10.0 out of 10, Exceptional, (61 reviews)
"This is the perfect location between old bend and downtown! Everything was very homey and clean for our stay, we’ll be returning!"
United States
Brandon K.
The price is AU$445
includes taxes & fees
31 Aug - 1 Sept
Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere
A two-story house with a front porch, a chimney, and a well-maintained lawn.

5. Oak Millhouse - Beautifully restored home in Downtown Old Bend

Oak Millhouse - Beautifully restored home in Downtown Old Bend
Old Bend
10.0 out of 10, Exceptional, (3 reviews)
"Fantastic home - clean, comfortable, and close proximity to restaurants, shops, etc. Check in and out process was easy and communication with the management service was outstanding. We really enjoyed our stay and highly recommend!"
United States
Melissa S.
The price is AU$497
includes taxes & fees
3 Sept - 4 Sept
Oak Millhouse - Beautifully restored home in Downtown Old Bend
A single-story cottage with a front porch, a small window, and a garage.

6. Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite

Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
River West
9.8 out of 10, Exceptional, (73 reviews)
"Yes perfect place to stay ."
United States
Arthur G.
The price is AU$630
includes taxes & fees
31 Aug - 1 Sept
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
A small wooden cabin with a red door, two windows, and a porch with two pink Adirondack chairs.

7. Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space

Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space
River West
10.0 out of 10, Exceptional, (66 reviews)
"Perfect Location!!"
United States
Rocky A.
The price is AU$559
includes taxes & fees
29 Sept - 30 Sept
Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space
A deck with a hot tub, barbecue grill, and outdoor seating area with umbrellas.

8. Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River

Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River
River West
9.8 out of 10, Exceptional, (53 reviews)
"Host was great. Was so clean and ready when we got there. Perfect place for 2 people and a dog."
United States
Bonnie H.
The price is AU$524
includes taxes & fees
9 Sept - 10 Sept
Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River

9. Walk to downtown and amphitheater

Walk to downtown and amphitheater
River West
9.6 out of 10, Exceptional, (42 reviews)
"The Drake Club was great! Really nice little cottage that is well decorated and includes a great kitchen and bathroom. The location is excellent as you are a short walk/bike ride to everything Bend has to offer. The Drake Club is a great little spot in Bend and I would highly recommend it to anyone considering a stay in Bend!"
United States
Brian S.
The price is AU$543
includes taxes & fees
7 Sept - 8 Sept
Walk to downtown and amphitheater
A wooden building with a covered patio, a stone wall, and a well-maintained lawn.

10. North Sister - Bungalow Charm, Fireplace, Queen bed, Parking

North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
Old Bend
9.4 out of 10, Exceptional, (3 reviews)
"Perfect place for a night to work/visit Bend. Lovely neighborhood."
United States
Amy M.
The price is AU$499
includes taxes & fees
2 Sept - 3 Sept
North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
A single-story house with a front porch, a garage, and a well-maintained lawn.

11. Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand

Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand
Old Bend
9.4 out of 10, Exceptional, (78 reviews)
"The house was in a quiet neighborhood and is very walkable to almost anywhere you’d want to go. It’s an easy walk to the downtown area for shopping, food and drinks. Walking the opposite way of downtown quickly gets you to this food cart pod called The Podski. We enjoyed Cotto so much that we went twice while we were there. After that, we were even able to walk to Crux and back to the house. Made it super enjoyable to not have to drive very much. We were even able to walk back to the house...
United States
Chelsea
The price is AU$580
includes taxes & fees
31 Aug - 1 Sept
Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand
A two-story house with a front porch and a small deck.

12. Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna.

Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna.
Sisters
10.0 out of 10, Exceptional, (15 reviews)
"Our host Debbie was amazing and her place was perfect. Would definitely stay here again. It's in a great location and close to everything. Don't miss out on this great cozy place..."
United States
Lisa G.
The price is AU$753
includes taxes & fees
1 Sept - 2 Sept
Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna.
A single-story house with a front porch, a red door, and a mailbox.

13. Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River

Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River
River West
9.6 out of 10, Exceptional, (90 reviews)
"Nice bungalow in great location."
United States
Donna T.
The price is AU$707
includes taxes & fees
20 Sept - 21 Sept
Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River
A single-story house with a front porch, a brick pathway, and a wooden fence.

14. Fir Millhouse - Lovely historic cottage in downtown Bend

Fir Millhouse - Lovely historic cottage in downtown Bend
Old Bend
9.6 out of 10, Exceptional, (10 reviews)
"Great property "
United States
Linda D.
The price is AU$445
includes taxes & fees
2 Sept - 3 Sept
Fir Millhouse - Lovely historic cottage in downtown Bend
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Central Oregon Hotel Reviews

Crooked River Ranch Cabins

Crooked River Ranch Cabins

10/10 Excellent
"It’s a new property with modern and smart design. Every thing looks clean and bright. Right next to a golf course, the view is so beautiful. We enjoyed our stay there."
Regina 1-night trip
Posted 2 hours ago
Crooked River Ranch Cabins

Find out more about Central Oregon

Central Oregon Cottages information

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Frequently asked questions

How much do cottages in Central Oregon cost?
Prices for cottages in Central Oregon range between and per night. Whatever your budget, you're sure to find an ideal place to get in touch with nature. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Central Oregon?
Look up our cottages in Central Oregon and then select your favourite. Whether you're embarking on a holiday with all the fam or a weekend with friends, your ideal stay is a few clicks away with Expedia.
What is there to do in Central Oregon near my cottage?
Central Oregon has so much to do and see, it can be challenging to know where to start. If you're planning some time in Bend, Deschutes Brewery is a popular attraction for both young and old.

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